Book Holiday Homes in Paia

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Featured Holiday Homes in Paia

105-1  Puamana Spacious Townhome Near Ocean.

105-1 Puamana Spacious Townhome Near Ocean.

Lahaina
With a stay at this vacation home, you'll be centrally located in Lahaina, within a 15-minute drive of Whalers Village and Black Rock.
105-1 Puamana Spacious Townhome Near Ocean.
Kaiholo Hale

Kaiholo Hale

3 out of 5
25 Kaiholo Place, Paia, HI
With a stay at Kaiholo Hale in Paia, you'll be in the historical district, just a 4-minute walk from Kuau Bay Beach and 14 minutes by foot from Paia Bay.
Kaiholo Hale
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities

Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities

Makawao
When you a stay at this vacation home in Makawao, you'll be in the mountains, within a 5-minute walk of Makawao Park and Enlighten Up Massage.
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
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Spectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool.

Spectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool.

Lahaina
When you stay at this vacation home in Lahaina, you'll be on the beach, within a 10-minute drive of Whalers Village and Black Rock.
Spectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool.
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

2 out of 5
Lahaina
When you stay at this vacation home in Kaanapali, you'll be on the beach, a 4-minute drive from Whalers Village and 7 minutes from Kaanapali Beach.
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
The #1 Luxury OCEAN FRONT Mansion!  Sleeps 32

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

lahina
When you stay at this vacation home in Honokowai, you'll be on the beach, within a 10-minute drive of Kaanapali Beach and Whalers Village.
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Location, Location.... Just Steps Away from the Ocean!

Location, Location.... Just Steps Away from the Ocean!

Lahaina
With a stay at this vacation home, you'll be centrally located in Lahaina, within a 15-minute drive of Whalers Village and Black Rock.
Location, Location.... Just Steps Away from the Ocean!
OCEAN BLISS  Oceanfront Private Home

OCEAN BLISS Oceanfront Private Home

Kihei
With a stay at this vacation home in Kihei (Wailea), you'll be within a 15-minute walk of Wailea Beach and Polo Beach.
OCEAN BLISS Oceanfront Private Home
CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview. Many Amenities, Very Clean, Legal

CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview. Many Amenities, Very Clean, Legal

Kihei
With a stay at this vacation home in Kihei, you'll be by the sea, within a 10-minute drive of Wailea Beach and Keawakapu Beach North.
CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview. Many Amenities, Very Clean, Legal
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Paia Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Paia vacation homes are the perfect way for you to wing it.

Holiday houses in Paia let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Paia in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Paia adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Paia with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Paia vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Paia Holiday Homes essential information

Accommodation
404 Holiday Homes
Lowest Price
AU$519
Highest Price
AU$1,300
Popular accommodation
105-1 Puamana Spacious Townhome Near Ocean., Kaiholo Hale, Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities, Spectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool., #1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool, The #1 Luxury OCEAN FRONT Mansion! Sleeps 32, Location, Location.... Just Steps Away from the Ocean!, OCEAN BLISS Oceanfront Private Home , CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview. Many Amenities, Very Clean, Legal

Top trending hotels in Paia

Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd, Kihei, HI
Fully refundableReserve now, pay when you stay
The price is AU$519 per night from 10 May to 11 May
AU$519
includes taxes & fees
10 May - 11 May
Located in Kihei, Maui Coast Hotel is in a shopping district, a 3-minute walk from Kamaole Beach Park and 6 minutes by foot from Cove Park.
Maui Coast Hotel
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4 out of 5
2365 Kaanapali Pkwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is AU$1,249 per night from 2 May to 3 May
AU$1,249
includes taxes & fees
2 May - 3 May
When you stay at The Westin Maui Resort & Spa, Ka'anapali in Kaanapali, you'll be on the beach, just steps from Kaanapali Beach and 5 minutes by foot from Whalers ...
The Westin Maui Resort & Spa, Ka'anapali
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
2525 Kaanapali Parkway, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is AU$607 per night from 27 May to 28 May
AU$607
includes taxes & fees
27 May - 28 May
With a stay at OUTRIGGER Kaanapali Beach Resort in Kaanapali, you'll be on the beach, within a 10-minute walk of Kaanapali Beach and Black Rock.
OUTRIGGER Kaanapali Beach Resort
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Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive, Kihei, HI
The price is AU$1,300 per night from 2 May to 3 May
AU$1,300
includes taxes & fees
2 May - 3 May
With a stay at Four Seasons Resort Maui at Wailea in Kihei (Wailea), you'll be within a 15-minute walk of Wailea Beach and Polo Beach.
Four Seasons Resort Maui at Wailea
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See all available properties in Paia
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.